The U.S. aircraft register, updated daily
Routes and flights · the DOT's airline reports, August 2025 to July 2026

Oakland San Francisco Bay ⇄ Chicago Midway International OAK–MDW

Airlines flew 1,001 flights between Oakland San Francisco Bay OAK in Oakland, CA and Chicago Midway International MDW in Chicago, IL in the twelve months to July 2026, both directions together: 150,330 passengers in 170,429 seats, 88% of them filled, and 351,236 pounds of freight. 1,844 miles, about 218 minutes in the air, on 3 airlines: Southwest Airlines Co. (999), Scott Aviation, LLC d/b/a Silver Air (1), Delta Air Lines Inc. (1). Planning to fly it yourself? The weather and winds along this route right now.

1,001
flights, twelve months
OAK-MDW: 501 · MDW-OAK: 500
150,330
passengers
88% of seats filled
1,844
miles
about 218 minutes airborne
3
airlines
5 aircraft types

Flights by month both directions

02958861151/254/257/2510/251/264/261157/26
By month, as a table
flights
1/2564
2/2558
3/2570
4/2561
5/2562
6/2567
7/2568
8/2572
9/2568
10/2571
11/2563
12/2567
1/2664
2/2656
3/26103
4/26106
5/26104
6/26112
7/26115

Passengers by month

04,7249,44814,17318,8971/254/257/2510/251/264/2618,8977/26
By month, as a table
passengers
1/259,507
2/258,259
3/2510,158
4/259,075
5/259,034
6/2510,627
7/2511,153
8/2510,919
9/259,937
10/2510,967
11/259,130
12/259,891
1/268,034
2/267,243
3/2614,874
4/2615,875
5/2616,196
6/2618,367
7/2618,897

The airlines twelve months, both directions

AirlineFlightsPassengersSeats filledService
Southwest Airlines Co. WN999150,27088%scheduled passenger service
Scott Aviation, LLC d/b/a Silver Air 3EQ1450%charter passenger service
Delta Air Lines Inc. DL15678%charter passenger service

The aircraft as the airlines report their types

AircraftFlightsSeats a flightPassengers
Boeing B737 Max 80062017595,957
Boeing 737-80024717537,644
Boeing 737-700/700LR/Max 713214116,669
Cessna Citation X Model CE750 X184
Boeing 757-20017256

OAK → MDW this direction alone · flown January 2025 to July 2026

501 flights of 505 scheduled, 75,508 passengers in 86,252 seats, 231,896 pounds of freight. Southwest Airlines Co. 500; Scott Aviation, LLC d/b/a Silver Air 1.

MDW → OAK this direction alone · flown January 2025 to July 2026

500 flights of 505 scheduled, 74,822 passengers in 84,177 seats, 119,340 pounds of freight. Southwest Airlines Co. 499; Delta Air Lines Inc. 1.

Source: the Bureau of Transportation Statistics' T-100 Segment table (all carriers). A flight is one departure performed on this segment; seats and passengers are the airlines' own monthly reports; "seats filled" is passengers divided by seats. The miles are the DOT's great-circle distance. Both ends: Oakland San Francisco Bay OAK and Chicago Midway International MDW; all routes.